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Brorphine

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Identification
Molecular formula
C26H24BrN3O4
CAS number
None
IUPAC name
(6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-isobutyl-4-isopropyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic acid
State
State

Brorphine is typically found in a solid state at room temperature, mainly in the form of crystalline or fine powder.

Melting point (Celsius)
154.30
Melting point (Kelvin)
427.45
Boiling point (Celsius)
225.80
Boiling point (Kelvin)
498.95
General information
Molecular weight
535.63g/mol
Molar mass
535.6260g/mol
Density
1.4400g/cm3
Appearence

Brorphine is often presented as a crystalline powder that is white or off-white in color. In some formulations, it can appear as a fine powder with slight yellowish tints depending on purity and preparation conditions.

Comment on solubility

Solubility of (6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-isobutyl-4-isopropyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide; methanesulfonic acid

The solubility of this complex compound exhibits several noteworthy aspects that can significantly influence its behavior in various environments. Some key points include:

  • Polarity: The presence of functional groups, such as the hydroxyl and methanesulfonic acid, suggests that the compound is likely polar, enhancing solubility in polar solvents like water.
  • Hydrogen bonding: The hydroxyl group can participate in hydrogen bonding, which often increases the solubility of organic compounds in aqueous solutions.
  • Size and Structure: The complex structure may reduce the solubility due to steric hindrance, although the incorporation of smaller molecules could balance this effect.
  • pH Dependency: The solubility may vary with pH; compounds with acidic or basic functional groups can show increased solubility under specific pH conditions.

Ultimately, the solubility of this compound is a multifaceted characteristic influenced by its intricate molecular structure and the nature of the solvent. Understanding these factors is crucial in predicting the compound's behavior in biological systems and industrial applications.

Interesting facts

Interesting Facts About (6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-isobutyl-4-isopropyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide; methanesulfonic acid

This compound represents a fascinating class of chemical structures that combine complex cyclic formations with various functional groups. Here are some engaging points to consider:

  • Structural Complexity: The compound exhibits intricate ring systems, including bicyclic and tricyclic components, which are characteristic of alkaloids found in nature.
  • Pharmacological Potential: Due to its structural similarity to known bioactive compounds, it may exhibit significant pharmaceutical properties, potentially serving as a lead compound in drug discovery.
  • Bridging the Gap:
    • It features a bromine substituent, which often imparts unique properties such as enhanced biological activity or increased molecular recognition, making it a point of interest for medicinal chemists.
  • Functional Group Diversity: The incorporation of hydroxyl, dioxo, and carboxamide groups increases its chemical reactivity and interaction with biological targets.
  • Synthetic Challenges: The synthesis of such complex molecules is often a significant challenge, requiring advanced techniques in organic synthesis and a deep understanding of reaction mechanisms.
  • Potential Applications: With ongoing research, compounds like these are often explored for their potential in treating various diseases, such as cancer or infectious diseases, owing to their unique mechanism of action.

As stated by a prominent researcher, "The most promising compounds often arise from the depths of complexity, where nature's designs inspire our synthetic approaches." This highlights the innovative nature of studying compounds such as this one, providing vast opportunities in the fields of chemistry and pharmaceuticals.

Overall, the synthesis and application of this compound can shed light on new ways to tackle existing health challenges, reaffirming the intrinsic link between chemistry and medicine.

Synonyms
BROMOCRIPTINE MESYLATE
22260-51-1
Bromocriptine mesilate
Pravidel
Cycloset
Bagren
Bromocriptine methanesulfonate
CB-154 mesylate
Cb-154 mesilate
2-Bromo-alpha-ergocryptine mesylate
FFP983J3OD
CHEBI:3182
DTXSID6020197
2-Bromoergocryptine Mesylate
NSC-755915
DTXCID00197
Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, monomethanesulfonate (salt), (5'alpha)-
Mesylate, Bromocriptine
RefChem:56424
2 Bromoergocryptine Mesylate
Mesylate, 2-Bromoergocryptine
2 Bromoergocryptine Methanesulfonate
2-Bromoergocryptine Methanesulfonate
Methanesulfonate, 2-Bromoergocryptine
(5'S)-2-Bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6',18-trione monomethanesulfonate
244-881-1
Parlodel
Bromocryptine mesylate
Bromergon
(+)-Bromocriptine methanesulfonate
CB 154
CB-154
2-Bromoergocryptine monomethanesulfonate (salt)
Bromocriptine (mesylate)
2-Bromo a-Ergocryptine Mesylate
C33H44BrN5O8S
Bromocryptine methanesulfonate
Bromocriptine mesylate [USAN]
NSC169774
SR-01000597796
EINECS 244-881-1
UNII-FFP983J3OD
2-Bromo-alpha-ergocryptine methanesulfonate
SR-01000075356
2-Bromine-alpha-ergocryptine methanesulfonate
2-Bromo-alpha-ergokryptine-mesilate [German]
2-bromoergocriptine
Bromocriptine mesylate [USAN:USP]
Parlodel (TN)
(5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-3',6',18-trioxo-2'-(propan-2-yl)ergotaman methanesulfonate (salt)
2-Bromo-alpha-ergokryptine-mesilate
Prestwick_771
CAS-22260-51-1
alpha-Ergocryptine, 2-bromo-, methanesulfonate
2-Bromoergocryptine; Bagren
SCHEMBL40559
2-Bromo-12'-hydroxy-5'alpha-isobutyl-2'-isopropylergotaman-3',6',18-trione monomethanesulphonate
Bromocriptine mesylate (USP)
Bromocriptine mesilate (JP18)
CHEMBL1200503
SCHEMBL29360283
2-Bromo ?-Ergocryptine Mesylate
CB 154 methanesulfonate (salt)
HMS1568I04
HMS3260D03
HMS3411K09
HMS3675K09
HMS3712I04
(+)-2-Bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6'-18-trione methanesulfonate salt
MSK11358
BROMOCRIPTINE MESILATE [JAN]
Tox21_303597
Tox21_500171
HB1813
HY-12705A
BROMOCRIPTINE MESYLATE [VANDF]
.alpha.-Ergocryptine, methanesulfonate
AKOS015896276
BROMOCRIPTINE MESILATE [MART.]
BROMOCRIPTINE MESILATE [WHO-DD]
BROMOCRIPTINE MESYLATE [USP-RS]
CCG-220121
CCG-221475
CS-6048
FB19032
LP00171
NSC 755915
NSC-169774
NCGC00257268-01
NCGC00260856-01
BB164266
Bromocriptine mesylate - Bio-X trade mark
BROMOCRIPTINE METHANESULFONATE [MI]
BROMOCRIPTINE MESYLATE [ORANGE BOOK]
2-Bromo-a-ergocryptine methanesulfonate salt
BROMOCRIPTINE MESILATE [EP MONOGRAPH]
EU-0100171
NS00084669
BROMOCRIPTINE MESYLATE [USP MONOGRAPH]
B 2134
D00780
D81822
2-Bromo-.alpha.-ergocryptine monomethanesulfonate
A903911
SR-01000075356-1
SR-01000597796-1
SR-01000597796-2
Q27105974
2-BROMOERGOCRYPTINE MONOMETHANESULPHONATE (SALT)
(5'?)-2-Bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6',18-trione methanesulfonate;2-Bromoergocryptine;Bagre n
(5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-2'-(propan-2-yl)-3',6',18-trioxoergotaman methanesulfonate
(5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate
(6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic acid
(6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-isobutyl-4-isopropyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic acid
Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, (5.alpha.)-, methanesulfonate (1:1)
ERGOTAMAN-3',6',18-TRIONE, 2-BROMO-12'-HYDROXY-2'-(1-METHYLETHYL)-5'-(2-METHYLPROPYL)-, MONOMETHANESULFONATE (SALT), (5'.ALPHA.)-
ERGOTAMAN-3',6',18-TRIONE, 2-BROMO-12'-HYDROXY-2'-(1-METHYLETHYL)-5'-(2-METHYLPROPYL)-, MONOMETHANESULPHONATE (SALT), (5'.ALPHA.)-